Highly Efficient Stereoselective Catalytic C(sp3)[BOND]H Insertions with Donor Rhodium Carbenoids Generated from Cyclopropenes

Authors

  • Alexis Archambeau,

    1. Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS (UMR 7084), 10 rue Vauquelin 75231 Paris Cedex 05 (France)
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  • Dr. Frédéric Miege,

    1. Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS (UMR 7084), 10 rue Vauquelin 75231 Paris Cedex 05 (France)
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  • Dr. Christophe Meyer,

    Corresponding author
    1. Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS (UMR 7084), 10 rue Vauquelin 75231 Paris Cedex 05 (France)
    • Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS (UMR 7084), 10 rue Vauquelin 75231 Paris Cedex 05 (France)
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  • Prof. Dr. Janine Cossy

    Corresponding author
    1. Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS (UMR 7084), 10 rue Vauquelin 75231 Paris Cedex 05 (France)
    • Laboratoire de Chimie Organique, ESPCI ParisTech, CNRS (UMR 7084), 10 rue Vauquelin 75231 Paris Cedex 05 (France)
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  • A.A. thanks the MRES for a grant.

Abstract

original image

Rings of five and six: Donor alkenyl rhodium carbenoids generated from 3,3-dimethylcyclopropenylcarbinols exhibit high reactivity in intramolecular C[BOND]H insertions. The reactions proceed under remarkably mild conditions, tolerate the presence of the free hydroxy group, and afford an efficient and stereoselective access to a variety of functionalized carbocycles and oxygen heterocycles.

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